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Synthesis and biological activity of N-substituted-tetrahydro-?-carbolines containing peptide residues.

ABSTRACT: The synthesis of novel peptide conjugates of N-substituted-tetrahydro-?-carbolines has been performed using the sequence of the Ugi multicomponent reaction and Cu(I)-catalyzed click chemistry. The effect of obtained ?-carboline-peptide conjugates on the rat liver mitochondria was evaluated. It was found that all compounds in the concentration of 30 µM did onot induce depolarization of mitochondria but possessed some inhibitory effect on the mitochondria permeability transition. The original N-substituted-tetrahydro-?-carbolines containing an terminal alkyne group demonstrated a high prooxidant activity, whereas their conjugates with peptide fragments slightly inhibited both autooxidation and the t-BHP-induced lipid peroxidation.

SUBMITTER: Sokolova NV

PROVIDER: S-EPMC3896248 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Synthesis and biological activity of N-substituted-tetrahydro-γ-carbolines containing peptide residues.

Sokolova Nadezhda V NV Nenajdenko Valentine G VG Sokolov Vladimir B VB Vinogradova Daria V DV Shevtsova Elena F EF Dubova Ludmila G LG Bachurin Sergey O SO

Beilstein journal of organic chemistry 20140115

The synthesis of novel peptide conjugates of N-substituted-tetrahydro-γ-carbolines has been performed using the sequence of the Ugi multicomponent reaction and Cu(I)-catalyzed click chemistry. The effect of obtained γ-carboline-peptide conjugates on the rat liver mitochondria was evaluated. It was found that all compounds in the concentration of 30 µM did onot induce depolarization of mitochondria but possessed some inhibitory effect on the mitochondria permeability transition. The original N-su ...[more]

PMID: 24454569

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